2-(2H-1,3-benzodioxol-5-yl)acetic acid

• ChemBase ID: 52497
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: C(=O)(Cc1cc2c(cc1)OCO2)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1)OCO2
• InChI: InChI=1S/C9H8O4/c10-9(11)4-6-1-2-7-8(3-6)13-5-12-7/h1-3H,4-5H2,(H,10,11)
• InChIKey: ODVLMCWNGKLROU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2H-1,3-benzodioxol-5-yl)acetic acid
• IUPAC Traditional name: 2H-1,3-benzodioxol-5-ylacetic acid
• Synonyms: 3,4-Methylenedioxyphenylacetic acid; 5-(Carboxymethyl)-1,3-benzodioxole; 3,4-(Methylenedioxy)phenylacetic acid; Homopiperonylic acid; (1,3-Benzodioxol-5-yl)acetic acid 98%; 1,3-Benzodioxole-5-acetic acid; 3,4-(Methylenedioxy)phenylacetic acid; [3,4-(Methylenedioxy)phenyl]acetic Acid; (1,3-Benzodioxol-5-yl)acetic Acid; (Benzodioxol-5-yl)acetic Acid; 2-(1,3-Benzodioxol-5-yl)acetic Acid; 2-(3,4-Methylenedioxyphenyl)acetic Acid; NSC 119057; NSC 14364; Piperonylacetic Acid; 3,4-(Methylenedioxy)phenylacetic Acid; 2-(2H-1,3-benzodioxol-5-yl)acetic acid; 1,3-苯并二氧杂环戊烯-5-乙酸; 3,4-(亚甲基二氧)苯乙酸; 3,4-(亚甲二氧基)苯乙酸

Database IDs

• CAS Number: 2861-28-1
• EC Number: 220-679-9
• MDL Number: MFCD00014576
• Beilstein Number: 177739
• PubChem SID: 162057260; 24859805
• PubChem CID: 76115

CALCULATED PROPERTIES

• Acid pKa: 3.5112772
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7466026
• LogD (pH = 7.4): -2.1377592
• Log P: 1.2342275
• Molar Refractivity: 43.1325 cm^3
• Polarizability: 17.055834 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 125-129 °C; 125-129 °C(lit.); 125-129°C; 127-129°C; 127-130°C; 129 - 131°C
• Hydrophobicity(logP): 0.979

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (T); 95%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C9H8O4
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 05216894

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 329673

Packaging
1, 5 g in glass bottle

REFERENCES

• Perez-Medrano, A., et al.: J. Med. Chem., 52, 3366 (2009)
• Moon, J., et al.: Bioorg. Med. Chem. Lett., 20, 734 (2009)